Construction of Phosphorothiolated 2-Pyrrolidinones via Photoredox/Copper-Catalyzed Cascade Radical Cyclization/Phosphorothiolation
Pengbo Zhang, Wenwu Li, Shuai Yang, Weilong Qu, Longyu Wang, Jin‐Ming Lin, Xia Gao
Abstract
A photoredox/copper-catalyzed cascade radical cyclization/phosphorothiolation reaction of N -allylbromoacetamides and P(O)SH compounds has been established. A broad range of novel nonfluorine- or difluoro-substituted 2-pyrrolidinones bearing the C(sp 3 )-SP(O)(OR) 2 moiety can be conveniently constructed in moderate to good yields under mild conditions. Importantly, most of the tested phosphorothiolated 2-pyrrolidinones showed potent inhibitory effects toward both AChE and BChE.
Topics & Concepts
PyrrolidinonesMoietyChemistryCascadeCatalysisCopperRadical cyclizationCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryChromatographySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods